Currently have a Macbook Pro (from 2009) and a Thinkpad and am in between IEM pairs (my Klipsch S4i vanished a few months back).
Also have a pair of Pioneer SB-BS22-LR driven by a Lepai 2020 amp and a ~$30 pair of AKG K44 headphones (but those are for work—I know I'll need new ones sometime).
I guess what I really need to know is where is/are my weak links (so I can plan what to buy). Also, any advice about the IEM drops going on right now (mainly between the Dundu DN-19 Tai Chi and the Ostry KC06) or about what soundcards to consider when I get around to building my PC?